My first pair of non-cheap footwear. Purchased nearly five years ago. Cost more than all the shoes I owned at the time, combined.Guess which pair I still wear and cherish, today?

1. Grown-ass Shoes

I completely understand that you’re not accustomed to spending $100 on anything style-related. You’re used to getting away with something from Target or Old Navy. You have bills. Priorities. You’re a family man. You’re playing of zillions of dollars in college-debt. You’re putting away all your pocket money so you can knock down a giant retirement-domino like the guy in that Prudential ad.

That said, the time has come to dig deep. Dig deep into the pockets and buy a pair of grown-ass man shoes. They will not cost you $75. They will not cost you $100. They will be probably around $200. Put your eyeballs back into your skull, and go see if you have $200 in your rainy-day fund. And I bet you anything, your loan-officer / girlfriend / wife / Prudential domino-dude will not scowl when you say: I’m splurging on a proper pair of shoes.

Many men talk about how little they spend on their hair-cuts as if that’s admirable. It’s not. Sometimes in life, you get what you pay for: fresh produce vs. frozen. Fresh herbs vs. dried. Fresh haircut vs. Supercuts.

It’s your head. It should look good.

Some men say: “My hair is thinning. No point in an expensive cut.”

No. Wrong. A good cut by a talented stylist will make whatever hair you have (or don’t have) look better.

and expect to find a non-expensive, styley tie. Most of what you find will be those shiny, silk things which you will have no use for — except to wear to your job at a bank. But you don’t work at a bank, and you don’t want to drop a lot of money.

Here’s the thing: though my previous post declared that you can cut corners with a great $20 tie, you have to go out of your way to get it. To find it. To pick it out. Sure, you can order one of the ties I suggest in my previous post, but let me put it this way – you cannot run out and buy whatever ties you find. You need to pick one. Thoughtfully. Invest the time and energy.

Dandy’s: a small store in Austin, Texas, with a vintage look. Everything they have is gorgeous. Even a fabulous tie is very affordable.

This suit is about double the cost of a mass-produced suit. And it’s triple the quality, and looks a million times better.

4. Suit

If you don’t want to spend the money required to buy a decent suit, don’t wear a suit.

Ooh, jeez. That sounds so harsh. Let me back up.

You can get a cheap suit (even two for one) at Mens’ Wearhouse, but it will look like you got two suits for the price of one.

Instead, do one of three things:

Conclude that you can get through life with a great blazer and dressy pants. Don’t get a suit.

Decide that you need a suit, and bite the bullet. Get something nice. Look amazing.

Do the in-between. Go to a discount place that carries last year’s overstock like Nordstrom Rack. Have it tailored.

But even in the third case, it will cost you money. It will be more expensive than Men’s Wearhouse, H&M, or Zara. And guess what? It will be a grown-ass suit you can feel good about wearing to, you know, grown-ass events like weddings, gala banquets, and James Bond parties.